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Summerland Key Real Estate

Beginning in the late 1940s, Summerland Key was developed from a tropical wilderness into an upscale, residential community. Summerland, located between Mile Markers 24 and 25, is often considered a bedroom community for residents who live there but work in Key West or Marathon. Today, Summerland is home to a field station for Mote Marine Laboratory, the Florida High Adventure Sea Base and a private airstrip. Picturesque Summerland vacation rentals dot the island, which is 20 miles east of Key West.

Summerland Key Properties For Sale

25260 Margaret Street, Summerland image
25260 Margaret Street, Summerland $600,000

Experience the epitome of Keys living in this spacious tropical home, cradled within two sprawling lots. Enjoy both privacy and abundant parking, including room for your ...

  • 3 Beds
  • 2 Baths
  • 606758 MLS
24357 W Caribbean Drive, Summerland image
24357 W Caribbean Drive, Summerland $899,000

Welcome to your slice of paradise in the heart of the Florida Keys! Nestled on the picturesque shores of Summerland Key, the waterfront haven that embodies the quintessen...

  • 2 Beds
  • 2 Baths
  • 606649 MLS
1126 Lagoon Drive, Summerland image
1126 Lagoon Drive, Summerland $2,150,000

Enjoy the true ''Island Life'' in this stunning almost 2100 sq. ft. waterfront property, with a pool, in sought after Summerland Cove Isles. This quiet and highly desirab...

  • 3 Beds
  • 2 Baths
  • 606553 MLS
1342 Ocean Drive, Summerland image
1342 Ocean Drive, Summerland $1,275,000

Location...Location... Location!Near the end of Ocean Drive, on coveted Summerland Key, Just 2 mins from BOTH Ocean & Gulf access, lies this beautifully remodeled gem! GO...

  • 2 Beds
  • 2 Baths
  • 606463 MLS
1165 Lagoon Drive, Summerland image
1165 Lagoon Drive, Summerland $2,295,000

Exclusive Summerland Cove offering! This quality, concrete home has an incredible location for view, privacy, and exceptional boating access. Concrete structure includin...

  • 3 Beds
  • 2 Baths
  • 606457 MLS
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Address Search

Key Largo

  • Ocean Pointe Condos
  • Buttonwood Bay Condos
  • Kawama Tower & Yacht Club Condos
  • Landings of Largo Condos

Islamorada

  • Plantation Key
  • Windley Key
  • Upper Matecumbe Key
  • Lower Matecumbe Key

Marathon

  • Long Key
  • Conch Key
  • Duck Key
  • Grassy Key
  • Key Colony Beach
  • Coco Plum

Big Pine & Lower Keys

  • Little Torch Key
  • Big Torch Key
  • Ramrod Key
  • Summerland Key
  • Cudjoe Key
  • Sugarloaf Key
  • Saddlebunch Keys

Key West

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Ocean Sotheby's International Realty

10055 Overseas Highway Marathon, FL 33050

Marathon Office: 305-735-4095


  • Key Largo
  • Islamorada
  • Marathon
  • Big Pine
  • Key West
  • Waterfront
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